Dedicated nighttime truck driver - Williams & Sonoma| Top drivers earn up to $93,000 | Up to $3,000 sign-on bonus at Schneider. Average earnings: $1,410-$1,720 weekly. Sign-on bonus: $3,000. Home time...
View Details →Owner Operators - Regional Truckers needed - CDL Class A - Intermodal
Ensure Trucking Inc
What to Expect
This is a full_time Over-the-Road (OTR) position with Ensure Trucking Inc in Plainfield, Will County. You will need a CDL Class A license and 3_plus of experience. The position pays $52,000 - $208,000/yr. Home time is listed as home daily.
Job Description
Requirements
- CDL Class A license
- 3_plus of driving experience
- Clean MVR (Motor Vehicle Record)
- At least 21 years old (interstate)
- Valid DOT physical card
About Over-the-Road (OTR) Trucking
OTR trucking involves long-haul routes that cross multiple states, often keeping drivers on the road for two to three weeks at a time before returning home. These positions are ideal for drivers who enjoy travel and independence, and they typically offer the highest pay in the industry. OTR drivers are the backbone of America's freight system, moving goods coast to coast on tight schedules.
Learn more about over-the-road (otr) trucking →A Day in the Life
A typical day as an OTR driver begins before sunrise with a walk-around pre-trip inspection of your truck and trailer. You plan your route, check weather and traffic conditions, and hit the road. Over the course of 10 to 11 hours of driving, you cover several hundred miles, managing fuel stops and rest breaks within your Hours of Service limits. Communication with dispatch keeps your schedule on track, and at the end of the day you find a truck stop, log your hours, and rest up for tomorrow.
Pros & Cons of Over-the-Road (OTR) Driving
Pros
- + Highest earning potential among driving positions
- + See the country and enjoy the freedom of the open road
- + Opportunities available even for newer CDL holders
- + Carriers often provide sign-on bonuses and full benefits
- + Consistent freight volume means strong job security
Cons
- − Weeks away from home and family at a time
- − Irregular sleep schedules and limited exercise options
- − Truck stop meals can make healthy eating challenging
- − Wear and tear from long hours in the driver seat
- − Limited personal space living in a sleeper cab
Career Path
CDL Training & First Year
Complete CDL school, earn your Class A license, and gain your first year of OTR experience with a training carrier.
Read guide →Experienced OTR Driver
With 1-2 years of clean driving, you qualify for better carriers, higher CPM, and more desirable lanes.
Read guide →Specialized or Lease Operator
Move into higher-paying specialized freight (Hazmat, oversized) or explore lease-purchase programs.
Read guide →Owner-Operator or Trainer
Run your own truck as an owner-operator or mentor the next generation as a driver trainer.
Read guide →Trucking in Illinois
Chicago is one of the largest intermodal freight hubs in North America, creating massive driver demand.
Average driver salary in Illinois: $52,000 - $76,000/yr
Browse all Illinois trucking jobs →Frequently Asked Questions
How much does this over-the-road (otr) job pay?
This position pays $52,000 - $208,000/yr. Actual pay may vary based on experience, endorsements, and miles driven.
What CDL class do I need for this job?
This position requires a CDL Class A license. Class A allows you to operate combination vehicles over 26,001 lbs GVWR.
What is the home time for this position?
The home time for this position is listed as home daily. Actual home time may vary based on route assignments and freight availability.
What is the trucking job market like in Illinois?
Chicago is one of the largest intermodal freight hubs in North America, creating massive driver demand. The average truck driver salary in Illinois ranges from $52,000 - $76,000 per year.
Last updated: March 27, 2026
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